Shelter Island Vacations from ₩1,445,424

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The Latest Shelter Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Lex NYC

The Lex NYC

3.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,601,865, price is now ₩1,445,424 per person
₩1,445,424
per person
Dec 24 - Dec 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
16.8/10 Exceptional! (1,002 reviews)
It was an ordinary continental breakfast, would have been more balanced with some whole wheat bread as well.

Reviewed on Nov 11, 2025

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,897,254, price is now ₩1,600,556 per person
₩1,600,556
per person
Dec 24 - Dec 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
16.8/10 Exceptional! (1,508 reviews)
We liked the hotel, but the ground floor restaurant has very limited menu items, and our sixth floor room was astonishingly noisy on the first night, as if there was a disco in the hallway directly outside. This noise continued until 2am, then stopped: seemingly, it was a party on the 16th floor in their skyline lounge and the noise was conducted down to our room through the giant pipes that seem to be functioning as support columns for the sixth floor. So, ten floors away from the action and yet it was still loud enough to feel as if we were right in the dance floor. The issue being… we actually had hoped to get a bit more sleep.

Reviewed on Nov 21, 2025

Roxy Hotel New York

Roxy Hotel New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,931,014, price is now ₩1,642,662 per person
₩1,642,662
per person
Dec 24 - Dec 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
18.8/10 Exceptional! (1,339 reviews)
I really love this hotel. The bed was so soft. All the amenities were great and the staff was extremely friendly. I will be back.

Reviewed on Nov 19, 2025

The Ned NoMad

The Ned NoMad

5 out of 5
Manhattan
Save 100% on your flight
Price was ₩3,077,867, price is now ₩1,897,347 per person
₩1,897,347
per person
Dec 24 - Dec 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (NYC)
18/10 Exceptional! (85 reviews)
Everything in this hotel from the servers, their attentiveness. The size of the fonts on the menu the lighting from the windows is gorgeous and then the private nook areas. Unbelievable the slippers by the bed the fruit bowl in the room the detail of this hotel is amazing small rotary phone. Live music the streaming music. just a gorgeous ambiance within the entire property and even down to the voices of the staff that they hire as everything is creates a very beautiful experience.

Reviewed on Nov 15, 2025

Soho Grand Hotel

Soho Grand Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩3,066,050, price is now ₩1,928,146 per person
₩1,928,146
per person
Dec 24 - Dec 29
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
18/10 Exceptional! (1,255 reviews)
Helen was terrific getting us 2 adjoining rooms and processing our upgrade by phone.

Reviewed on Nov 18, 2025

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
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Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.

Find hotels in Menantic Creek

Find the Best Shelter Island Vacation Packages

Shelter Island Beach Vacation

There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Discover the most popular places to visit in Shelter Island

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.